2-Iodo-1,3-dimethylbenzene supplier

Name
2-Iodo-1,3-dimethylbenzene
EINECS 210-158-4
CAS No. 608-28-6
Article Data20
CAS DataBase
Density 1.608
Solubility Water Solubility : insoluble
Melting Point 11.2°C
Formula C8H9 I
Boiling Point 227.5 ºCat 760 mmHg
Molecular Weight 232.064
Flash Point 102 ºC
Transport Information
Appearance clear green-brown to brown liquid
Safety 26-36-37/39
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols
Synonyms m-Xylene,2-iodo- (6CI,7CI,8CI); 1,3-Dimethyl-2-iodobenzene; 2,6-Dimethyl-1-iodobenzene;2,6-Dimethyliodobenzene; 2,6-Dimethylphenyl iodide; 2-Iodo-1,3-dimethylbenzene;2-Iodo-m-xylene; NSC 9265
PSA 0.00000
LogP 2.90800

Synthetic route

: potassium 2,6-dimethylphenyltrifluoroborate

: 608-28-6
2,6-dimethyliodobenzene

Conditions

Conditions	Yield
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 20℃; for 0.25h;	84%

: 100379-00-8
2,6-dimethylbenzene boronic acid

: 608-28-6
2,6-dimethyliodobenzene

Conditions

Conditions	Yield
With iodine; potassium carbonate In acetonitrile at 80℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;	78%

: 19230-28-5
1,3-dichloro-2-iodobenzene

: 21450-64-6
(2,6-dimethylphenyl)magnesium bromide

A: 608-28-6
2,6-dimethyliodobenzene

B: 83909-08-4
2,6,2'',6''-tetramethyl-1,1':3',1''-terphenyl

Conditions

Conditions	Yield
In tetrahydrofuran for 3h; Heating;	A n/a B 70%

...Expand

: 87-62-7
2,6-dimethylaniline

: 608-28-6
2,6-dimethyliodobenzene

Conditions

Conditions	Yield
Stage #1: 2,6-dimethylaniline With tert.-butylnitrite; acetic acid; saccharin In ethanol at 0℃; Stage #2: With tetraethylammonium iodide In ethanol; water at 0 - 20℃;	67%
Diazotization.Behandlung der Diazoniumsalz-Loesung mit KI;
Diazotization.Umsetzung der Diazoverbindung mit Kaliumjodid;

: 82113-65-3
bis(trifluoromethanesulfonyl)amide

: 87-62-7
2,6-dimethylaniline

: 608-28-6
2,6-dimethyliodobenzene

Conditions

Conditions	Yield
Stage #1: bis(trifluoromethanesulfonyl)amide With tert.-butylnitrite; acetic acid In ethanol Cooling with ice; Stage #2: 2,6-dimethylaniline With tetraethylammonium iodide In water at 20℃;	67%

: 632-46-2
2,6-dimethylbenzoic acid

: 608-28-6
2,6-dimethyliodobenzene

Conditions

Conditions	Yield
With potassium phosphate; iodine In acetonitrile at 100℃; for 9h; Temperature; Solvent; Glovebox; Inert atmosphere; chemoselective reaction;	55%

: 108-38-3
m-xylene

A: 4214-28-2
1-iodo-2,4-dimethylbenzene

B: 608-28-6
2,6-dimethyliodobenzene

Conditions

Conditions	Yield
With tetrafluoroboric acid; [bis(pyridine)iodine]+ tetrafluoroborate In diethyl ether; dichloromethane Ambient temperature; Yield given. Yields of byproduct given;
With sulfuric acid; iodine In acetonitrile at 0℃; for 0.5h; Electrolysis; Overall yield = 86 %; regioselective reaction;

: 116599-63-4
2-dichloroiodanyl-1,3-dimethyl-benzene

: 64-19-7
acetic acid

A: 608-28-6
2,6-dimethyliodobenzene

B: 7782-50-5
chlorine

Conditions

Conditions	Yield
at 25℃; Equilibrium constant; sowie bei 46grad;

...Expand

: 576-22-7
2-Bromo-m-xylene

: 608-28-6
2,6-dimethyliodobenzene

Conditions

Conditions	Yield
Stage #1: 2-Bromo-m-xylene In 1,2-dimethoxyethane for 2h; Stage #2: With iodine In tetrahydrofuran at 20℃; for 3h;

: 4102-48-1
1,4-diiodo-2,6-dimethylbenzene

: 108-95-2
phenol

A: 608-28-6
2,6-dimethyliodobenzene

B: 1227681-30-2
2-iodo-1,3-dimethyl-5-phenoxybenzene

C: 22445-41-6
3,5-dimethylphenyl iodide

Conditions

Conditions	Yield
Stage #1: phenol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: With copper(l) chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #3: 1,4-diiodo-2,6-dimethylbenzene Further stages;	A 7 %Chromat. B 86 %Chromat. C 8 %Chromat.

...Expand

: 608-28-6
2,6-dimethyliodobenzene

: 201230-82-2
carbon monoxide

: 16419-60-6
2-Methylphenylboronic acid

: 14252-17-6
2,2',6-trimethylbenzophenone

Conditions

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; caesium carbonate In chlorobenzene at 80℃; under 760.051 Torr; for 24h; Inert atmosphere;	99%
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; caesium carbonate In 1,4-dioxane at 140℃; under 3102.97 Torr; for 24h; Pressure reactor;	93%

...Expand

: 608-28-6
2,6-dimethyliodobenzene

: 201230-82-2
carbon monoxide

: 5720-07-0
4-methoxyphenylboronic acid

: 52629-41-1
(4-methoxyphenyl)(2,6-dimethylphenyl)methanone

Conditions

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; caesium carbonate In 1,4-dioxane at 140℃; under 3102.97 Torr; for 24h; Inert atmosphere;	99%
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; caesium carbonate In 1,4-dioxane at 140℃; under 3102.97 Torr; for 24h;	92%

...Expand

: 79-21-0
peracetic acid

: 608-28-6
2,6-dimethyliodobenzene

: 123084-61-7
(2,6-dimethylphenyl)-λ3-iodanediyl diacetate

Conditions

Conditions	Yield
In acetic acid at 20℃; for 20h;	99%
With acetic anhydride; acetic acid at -10 - 20℃;	69%

: 608-28-6
2,6-dimethyliodobenzene

: 536-74-3
phenylacetylene

: 180783-48-6
2,6-dimethyl-1-(phenylethynyl)benzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; (triphenylphosphine)gold(I) chloride; triethylamine In N,N-dimethyl-formamide at 80℃; for 1h; Sonogashira type cross-coupling; Inert atmosphere;	98%
With (triphenylphosphine)gold(I) chloride; bis(triphenylphosphine)palladium(II) chloride; triethylamine In N,N-dimethyl-formamide at 80℃; for 1h; Sonogashira Cross-Coupling; Inert atmosphere;	98%
With C20H29Cl2N5O2Pd; potassium carbonate In ethanol at 80℃; for 2h; Sonogashira Cross-Coupling;	94%

: 608-28-6
2,6-dimethyliodobenzene

: 79606-46-5
4-bromo-N,N-diisopropylbenzamide

: C21H27NO

Conditions

Conditions	Yield
Stage #1: 2,6-dimethyliodobenzene With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With dimethylaluminum chloride In diethyl ether; hexane; pentane at -78 - 0℃; for 0.5h; Inert atmosphere; Stage #3: 4-bromo-N,N-diisopropylbenzamide In tetrahydrofuran at 110℃; for 24h; Inert atmosphere; chemoselective reaction;	98%

: 504-29-0
2-aminopyridine

: 608-28-6
2,6-dimethyliodobenzene

: 376353-22-9
N-(2,6-dimethylphenyl)pyridin-2-amine

Conditions

Conditions	Yield
With copper(l) iodide; potassium tert-butylate In 1,4-dioxane at 110℃; for 24h; Ullmann Condensation; Sealed tube; Inert atmosphere;	97%
With copper(l) iodide; potassium tert-butylate In 1,4-dioxane at 110℃; for 24h; Inert atmosphere; Sealed tube;

: 608-28-6
2,6-dimethyliodobenzene

: 4-(4-methoxyphenyl)-2-methyl-2-phenylbut-3-ynoic acid

: 2-(1-(4-methoxyphenyl)-3-phenylbuta-1,2-dien-1-yl)-1,3-dimethylbenzene

Conditions

Conditions	Yield
With caesium carbonate; bis(dibenzylideneacetone)-palladium(0) In benzene at 110℃; for 2h; Schlenk technique;	97%

: tributyl((1E,3E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)buta-1,3-dienyl)stannane

: 608-28-6
2,6-dimethyliodobenzene

: 4,4,5,5-tetramethyl-2-((1E,3E)-4-(2,6-dimethylphenyl)buta-1,3-dienyl)-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); P(furyl)3 In 1-methyl-pyrrolidin-2-one at 50℃; for 24h; Stille cross-coupling reaction;	96%

: 608-28-6
2,6-dimethyliodobenzene

: 443-88-9
2-fluoro-m-xylene

Conditions

Conditions	Yield
With copper(I) trifluoromethanesulfonate bis(trimethylacetonitrile) complex; silver fluoride In N,N-dimethyl-formamide at 140℃; for 22h; Inert atmosphere;	96%

: 608-28-6
2,6-dimethyliodobenzene

: 19555-13-6
2-(dimethylamino)malononitrile

: 6575-13-9
2,6-dimethylbenzonitrile

Conditions

Conditions	Yield
With copper(II) orthophosphate In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere; Sealed tube;	96%

: 608-28-6
2,6-dimethyliodobenzene

: 201230-82-2
carbon monoxide

: 23112-96-1
(2,6-dimethoxyphenyl)boronic acid

: 1082070-20-9
(2,6-dimethoxyphenyl)(2,6-dimethylphenyl)methanone

Conditions

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; caesium carbonate In chlorobenzene at 80℃; under 760.051 Torr; for 24h; Inert atmosphere;	95%
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; caesium carbonate In chlorobenzene at 80℃; for 24h;	95%

...Expand

: 608-28-6
2,6-dimethyliodobenzene

: 201230-82-2
carbon monoxide

: 98-80-6
phenylboronic acid

: 1139-60-2
2,6-dimethylbenzophenone

Conditions

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; caesium carbonate In chlorobenzene at 80℃; under 760.051 Torr; for 24h; Inert atmosphere;	95%
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; caesium carbonate In 1,4-dioxane at 140℃; under 3102.97 Torr; for 24h; Pressure reactor;	95%

...Expand

: 35356-70-8
Methyl 2-acetamidoacrylate

: 608-28-6
2,6-dimethyliodobenzene

: 126312-79-6
methyl (Z)-2-acetamido-3-(2',6'-dimethylphenyl)-2-propenoate

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In acetonitrile for 24h; Heating;	94%

: 853955-69-8
[2-(hydroxymethyl)phenyl](dimethyl)phenylsilane

: 608-28-6
2,6-dimethyliodobenzene

: 3976-34-9
2,6-dimethyl-1,1′-biphenyl

Conditions

Conditions	Yield
With N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine; potassium carbonate; palladium dichloride In water; dimethyl sulfoxide at 50℃; for 13h;	94%

: 608-28-6
2,6-dimethyliodobenzene

: 75-66-1
2-methylpropan-2-thiol

: 16463-11-9
2,6-dimethylphenyl 2-methyl-2-propyl sulfide

Conditions

Conditions	Yield
With (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; palladium diacetate; sodium t-butanolate In 1,2-dimethoxyethane at 110℃; for 8h; Inert atmosphere;	94%

: 608-28-6
2,6-dimethyliodobenzene

: 16419-60-6
2-Methylphenylboronic acid

: 10273-87-7
2,2',6'-trimethylbiphenyl

Conditions

Conditions	Yield
Stage #1: 2,6-dimethyliodobenzene In water for 0.166667h; Stage #2: 2-Methylphenylboronic acid With potassium phosphate In water at 105℃;	94%

: 109-97-7
pyrrole

: 608-28-6
2,6-dimethyliodobenzene

: 201230-82-2
carbon monoxide

: 1357477-16-7
(2,6-dimethylphenyl)(1H-pyrrol-1-yl)methanone

Conditions

Conditions	Yield
With potassium phosphate; allylchloro[1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidine]palladium(II) In toluene at 90℃; for 19h;	93%

...Expand

: 608-28-6
2,6-dimethyliodobenzene

: 1066-54-2
trimethylsilylacetylene

: 384850-46-8
1-(trimethylsilyl)-2-(2,6-dimethylphenyl)ethyne

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethylamine at 50℃; for 24h; Substitution;	92%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In tetrahydrofuran Sonogashira coupling;	92%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 60℃; Sonogashira coupling; Inert atmosphere;

: 608-28-6
2,6-dimethyliodobenzene

: 1356364-32-3
2-(3-ethynylphenyl)benzofuran

: 2-(3-((2,6-dimethylphenyl)ethynyl)phenyl)benzofuran

Conditions

Conditions	Yield
With potassium carbonate at 20℃; for 1h; Sonogashira Cross-Coupling;	92%

: 608-28-6
2,6-dimethyliodobenzene

: 100-58-3
phenylmagnesium bromide

: 3976-34-9
2,6-dimethyl-1,1′-biphenyl

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 110℃; for 24h; Inert atmosphere;	91%

: 608-28-6
2,6-dimethyliodobenzene

: 501-65-5
diphenyl acetylene

: 73183-34-3
bis(pinacol)diborane

: 1612245-94-9
(E)-2-(2-(2,6-dimethylphenyl)-1,2-diphenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With C18H33P*CuCl; sodium t-butanolate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox;	91%

...Expand

: 608-28-6
2,6-dimethyliodobenzene

: 3419-91-8
N-(2-pyridyl)indole

: 2-(2,6-dimethylphenyl)-1-(pyridin-2-yl)-1H-indole

Conditions

Conditions	Yield
With copper(l) chloride; lithium hexamethyldisilazane In neat (no solvent) at 120℃; for 16h; Sealed tube; Inert atmosphere; regioselective reaction;	91%

: 608-28-6
2,6-dimethyliodobenzene

: 1415312-45-6
2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole

: 1415312-48-9
4-(2,6-dimethylphenyl)-2-(tetrahydro-2H-pyran-2-yl)-2H-1,2,3-triazole

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; cesium fluoride In methanol at 120℃; for 0.333333h; Suzuki-Miyaura Coupling; Inert atmosphere; Microwave irradiation;	90%

: 608-28-6
2,6-dimethyliodobenzene

: 768-60-5
4-methoxyphenylacetylen

: 1243249-31-1
2-((4-methoxyphenyl)ethynyl)-1,3-dimethylbenzene

Conditions

Conditions	Yield
With C20H29Cl2N5O2Pd; potassium carbonate In ethanol at 80℃; for 2h; Sonogashira Cross-Coupling;	90%

: 554-14-3
2-Methylthiophene

: 608-28-6
2,6-dimethyliodobenzene

: 5069-26-1
2-methyl-5-phenylthiophene

Conditions

Conditions	Yield
With [Pd(η1-acetato)(Ph)(triphenylphosphine)]2 In tetrahydrofuran at 65℃; for 2h; Solvent;	90%

: 608-28-6
2,6-dimethyliodobenzene

: 882521-96-2
pyridine-2-boronic acid N-phenyldiethanolamine ester

: 10273-91-3
2-(2,2-dimethylphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine; copper(l) iodide In tetrahydrofuran Suzuki-Miyaura cross-coupling reaction; Heating;	89%

: 79-21-0
peracetic acid

: 608-28-6
2,6-dimethyliodobenzene

: 64-19-7
acetic acid

: 123084-61-7
(2,6-dimethylphenyl)-λ3-iodanediyl diacetate

Conditions

Conditions	Yield
at 0 - 20℃;	89%

...Expand

: 608-28-6
2,6-dimethyliodobenzene

: 576-26-1
2.6-dimethylphenol

Conditions

Conditions	Yield
With sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 16h;	89%
Stage #1: 2,6-dimethyliodobenzene With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 100℃; for 10h; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;	88%
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;	87%

: 608-28-6
2,6-dimethyliodobenzene

: 476004-80-5
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-methylthiophene

: 1382179-43-2
2-(2,6-dimethylphenyl)-5-methylthiophene

Conditions

Conditions	Yield
With allyl(cyclopentadiene)palladium(II); tetrabutylammomium bromide; triphenylphosphine; potassium hydroxide In water; toluene at 80℃; for 10h; Inert atmosphere; Schlenk technique;	89%

: 608-28-6
2,6-dimethyliodobenzene

: 402-43-7
p-trifluoromethylphenyl bromide

: 2,6-dimethyl-4'-(trifluoromethyl)-1,1'-biphenyl

Conditions

Conditions	Yield
Stage #1: 2,6-dimethyliodobenzene With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With dimethylaluminum chloride In diethyl ether; hexane; pentane at -78 - 0℃; for 0.5h; Inert atmosphere; Stage #3: p-trifluoromethylphenyl bromide In tetrahydrofuran at 110℃; for 24h; Inert atmosphere; chemoselective reaction;	89%

2-Iodo-1,3-dimethylbenzene Chemical Properties

Product Name: 2-Iodo-1,3-dimethylbenzene (CAS NO.608-28-6)

Molecular Formula: C₈H₉I
Molecular Weight: 232.06g/mol
Mol File: 608-28-6.mol
Appearance: clear green-brown to brown liquid
Boiling point: 227.5 °C at 760 mmHg
Flash Point: 98.1 °C
Density: 1.61 g/cm³
Refractive index: n20/D 1.6030(lit.)
Water Solubility: insoluble
Sensitive: Light Sensitive
Index of Refraction: 1.592 Molar Refractivity: 48.8 cm³
Molar Volume: 144 cm³
Surface Tension: 38.2 dyne/cm
Enthalpy of Vaporization: 44.52 kJ/mol
Vapour Pressure: 0.116 mmHg at 25°C
XLogP3-AA: 3.3
H-Bond Donor: 0
H-Bond Acceptor: 0
Structure Descriptors of 2-Iodo-1,3-dimethylbenzene (CAS NO.608-28-6):
IUPAC Name: 2-iodo-1,3-dimethylbenzene
Canonical SMILES: CC1=C(C(=CC=C1)C)I
InChI: InChI=1S/C8H9I/c1-6-4-3-5-7(2)8(6)9/h3-5H,1-2H3
InChIKey: QTUGGVBKWIYQSS-UHFFFAOYSA-N
Product Categories: Halogen toluene; Iodine Compounds

2-Iodo-1,3-dimethylbenzene Safety Profile

Safety Information of 2-Iodo-1,3-dimethylbenzene (CAS NO.608-28-6):
Hazard Codes: Xi Irritant ,C Corrosive
Risk Statements: 37/38-41-36/37/38
R37/38:Irritating to respiratory system and skin.
R41:Risk of serious damage to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
HazardClass: IRRITANT

2-Iodo-1,3-dimethylbenzene Specification

2-Iodo-1,3-dimethylbenzene , its CAS NO. is 608-28-6, the synonyms are 2,6-Dimethyliodobenzene ; 2-Iodo-m-xylene ; Benzene, 2-iodo-1,3-dimethyl- ; m-Xylene, 2-iodo- (8CI) .

Product Name

2-Iodo-1,3-dimethylbenzene

Synthetic route

2-Iodo-1,3-dimethylbenzene Chemical Properties

2-Iodo-1,3-dimethylbenzene Safety Profile

2-Iodo-1,3-dimethylbenzene Specification

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